Moses sent out 12 spies, one from each tribe.
Caleb and Joshua brought back a good report of the land but, because the other 10 spies brought back a bad report, the people did not want to enter the promised land. As a result, the Israelites stayed another 37 years in the desert before entering the promised land.

Caleb was 40 years old when he went in as one of the 12 spies. Only he and Joshua brought back good reports about the land they had seen.

The report that came back was the food was good but the people that live there now were very tall.

Remember that Abraham, Isaac and Jacob had lived in the land of Canaan over 400 years earlier.

Background Reading:

Exploring Canaan by 12 spies

13The LORD said to Moses, 2"Send
some men to explore the land of Canaan, which I am giving to the Israelites.
From each ancestral tribe send one of its leaders."

3 So at the LORD's command Moses sent them out
from the Desert of Paran. All of them were leaders of the Israelites. 4
These are their names:

from the tribe of (1)Reuben, Shammua son
of Zaccur; 5 from the tribe of (2)Simeon, Shaphat son of
Hori; 6 from the tribe of (3) Judah, Caleb son of Jephunneh; 7
from the tribe of (4)Issachar, Igal son of Joseph; 8 from
the tribe of (5)Ephraim, Hoshea son of Nun; 9 from the tribe
of Benjamin, (6)Palti son of Raphu; 10 from the tribe of
(7)Zebulun, Gaddiel son of Sodi;

11 from the tribe of (8)Manasseh (a tribe of Joseph),
Gaddi son of Susi; 12 from the tribe of (9)Dan, Ammiel son of Gemalli;
13 from the tribe of (10)Asher, Sethur son of Michael;
14 from the tribe of (11)Naphtali, Nahbi son of Vophsi;
15 from the tribe of (12)Gad, Geuel son of Maki.

16 These are the names of the men Moses sent to explore the
land. (Moses gave Hoshea son of Nun the name Joshua.)

17 When Moses sent them to explore Canaan, he said, "Go up through
the Negev and on into the hill country. 18 See what the land is
like and whether the people who live there are strong or weak, few or many.
19 What kind of land do they live in? Is it good or bad? What
kind of towns do they live in? Are they unwalled or fortified? 20How
is the soil? Is it fertile or poor? Are there trees on it or not? Do your
best to bring back some of the fruit of the land." (It was the season for
the first ripe grapes.)

21 So they went up and explored the land from the Desert of
Zin as far as Rehob, toward Lebo Hamath. 22 They went up through
the Negev and came to Hebron, where Ahiman, Sheshai and Talmai, the descendants
of Anak, lived. (Hebron had been built seven years before Zoan in Egypt.)
23 When they reached the Valley of Eshcol, they cut off a branch
bearing a single cluster of grapes. Two of them carried it on a pole between
them, along with some pomegranates and figs. 24That place was
called the Valley of Eshcol because of the cluster of grapes the Israelites
cut off there. 25 At the end of forty days they returned from
exploring the land.

Report on the Exploration

26 They came back to Moses and Aaron and the whole Israelite
community at Kadesh in the Desert of Paran. There they reported to them and
to the whole assembly and showed them the fruit of the land.27They
gave Moses this account: "We went into the land to which you sent us, and
it does flow with milk and honey! Here is its fruit. 28But the
people who live there are powerful, and the cities are fortified and very
large. We even saw descendants of Anak there. 29 The Amalekites
live in the Negev; the Hittites, Jebusites and Amorites live in the hill country;
and the Canaanites live near the sea and along the Jordan."

30 Then Caleb silenced the people before Moses
and said, "We should go up and take possession of the land, for we can certainly
do it."

31 But the men who had gone up with him said, "We can't attack
those people; they are stronger than we are." 32 And they spread
among the Israelites a bad report about the land they had explored. They
said, "The land we explored devours those living in it. All the people we
saw there are of great size. 33 We saw the Nephilim there (the
descendants of Anak come from the Nephilim). We seemed like grasshoppers
in our own eyes, and we looked the same to them."